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Thermodynamic insight in dissolution, distribution and permeation processes for some benzimidazoles in biologically relevant solvents
Journal of Molecular Liquids ( IF 5.3 ) Pub Date : 2021-09-13 , DOI: 10.1016/j.molliq.2021.117525
Tatyana V. Volkova 1 , Artem O. Surov 1
Affiliation  

Pharmacologically important physicochemical properties were determined for carbendazim, albendazole and fenbendazole. Solubility in buffers (pH 2.0 and pH 7.4), hexane, and octanol was measured by the shake flask method between 293.15 and 313.15 K. All compounds were shown to be poor soluble in pH 7.4 and hexane; better solubility in octanol was revealed. A pronounced effect of pH on the solubility was detected. The Hansen solubility parameters showed the consistency with the experimental data. The thermodynamic functions of dissolution and transfer processes demonstrated low driving forces of the transition of carbendazim from buffer pH 7.4 to hexane and from buffer pH 2.0 to octanol, and albendazole from buffer pH 2.0 to hexane. The distribution of the studied compounds in octanol/buffer pH 2.0 and hexane/buffer pH 2.0 systems demonstrated the compliance with the transferring thermodynamics. Permeability coefficients indicated the influence of molecule charge state and size on the transition through the Permeapad™.



中文翻译:

一些苯并咪唑在生物相关溶剂中溶解、分布和渗透过程的热力学洞察

测定了多菌灵、阿苯达唑和芬苯达唑的药理学重要理化特性。在缓冲液(pH 2.0 和 pH 7.4)、己烷和辛醇中的溶解度在 293.15 和 313.15 K 之间通过摇瓶法测量。所有化合物在 pH 7.4 和己烷中的溶解性较差;揭示了在辛醇中的更好溶解度。检测到 pH 值对溶解度的显着影响。汉森溶解度参数与实验数据一致。溶解和转移过程的热力学函数表明多菌灵从 pH 7.4 的缓冲液到己烷和从 pH 2.0 的缓冲液到辛醇,以及阿苯达唑从 pH 2.0 的缓冲液到己烷的转变的低驱动力。所研究化合物在辛醇/缓冲液 pH 2.0 和己烷/缓冲液 pH 2 中的分布。0 系统证明符合传递热力学。渗透系数表明分子电荷状态和大小对通过 Permeapad™ 的转变的影响。

更新日期:2021-09-17
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